Beginning of main content
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5

Search 321,000 hotels worldwide.

Get the price guarantee available for your trip.

No Expedia cancellation fee to change or cancel almost any hotel reservation.


Featured Windham County Boutique Hotels

See all 100 Hotels in Windham County
Latchis Hotel

Latchis Hotel

50 Main Street, Brattleboro
2.5 out of 5.0
3.9 out of 5 (85 reviews)
Historic hotel in process of bathroom updatingQuaint hotel provided an overnight stay in Vermont on our way to Maine. Right in the Center of an awesome Main Street with plenty of restaurants and small shops. Bathrooms are in process of being updated but the bed was comfy & the location was perfect for us.
  Oct 23, 2017

$100

$100
Map

Recently booked Boutique Hotels in Windham County

Super 8 Brattleboro
2.0 out of 5.0
Last booking: 2 hours ago
Quality Inn & Conference Center
2.5 out of 5.0
Last booking: 3 hours ago
The Black Bear Lodge
3.0 out of 5.0
Last booking: 4 hours ago
Motel 6 Brattleboro
2.0 out of 5.0
Last booking: 8 hours ago
Colonial Motel And Spa
3.0 out of 5.0
Last booking: 10 hours ago
The Nutmeg
3.5 out of 5.0
Last booking: 22 hours ago
Holiday Inn Express Hotel & Suites Brattleboro
2.5 out of 5.0
Last booking: 22 hours ago
Wilmington Inn & Tavern
3.0 out of 5.0
Last booking: 24 hours ago

Book a Windham County Boutique Hotel that is Uniquely You

No matter where you may travel, you are still bringing your exceptional self with you, and Expedia offers reservations at the coolest and most unique boutique lodgings in Windham County. Arriving in Windham County and discover that all your worries are left behind, you can relax for the next few days. Take a deep breath once you step out of the airport and inhale the fabulous sense of being on your own schedule. With all there is to experience in Windham County it continues to be a popular location to vacation.

Small Property with Enormous Personality

You'll love returning from an adventurous day of exploring in Windham County and decompressing in a room that prides itself on its inviting architectural focal points and inviting artistic pieces. Additionally, these distinctive properties bring a bit of the culture and distinctive feel of Windham County into your room, making your stay much more personal. Almost all boutique hotels have characteristics such as:

  • A highly personalized service where the concierge will know who you are before you even check in.
  • An exclusive stay, as boutique hotels generally have fewer than 100 rooms.
  • A desired address in the heart of Windham County. You'll be moments away from the area's hottest sites.
  • An idiosyncratic style that you won't be able to find in larger hotels, from individually detailed rooms to intimate bars, and creature comforts that make it feel comfy.

Immerse Yourself in Everything Windham County Offers!

Windham County has accommodations to satisfy all types of budgets and preferences that create a stay extraordinary.

Stay in Style While in Windham County

A flight to Windham County is just the holiday you need to recharge yourself, and the ideal stay can make your trip better. But if you are wanting to stay in a Windham County boutique hotel which offers respite from the same old stamped out ones, then book soon. Expedia has all best deals on Windham County boutique hotels. Your stylish stay is merely a few taps away!